HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117759541, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | HCID 79075816 | HCID 79075816 | — |
| Catalyst | Tetraethylammonium cyanide | HCID 3014735 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117759541 | HCID 117759541 | 82.1% |
Reaction Steps
To a solution of 5-bromo-2-chloro-4-isobutoxypyrimidine (2.16 g) and 1,4-diazabicyclo[2.2.2]octane (1.83 g) in acetonitrile (30 mL) was added tetraethylammonium cyanide (1.40 g), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.71 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1d147391ac1746caa308e498d299713f |
| Source note | uspto-grants-2015_11 |